Faith & Finance - What If I Haven’t Filed Taxes in Years? with Kevin Cross

Faith & Finance - What If I Haven’t Filed Taxes in Years? with Kevin Cross

From Programs And Podcasts by WTLR Radio

June 12, 2026 · 25 min

About this episode

Kevin Cross discusses the challenges of falling behind on taxes and offers advice on how to get back into compliance with the IRS.

Falling behind on taxes can feel overwhelming. Maybe you missed one year, then another. Maybe a job change, a divorce, an illness, a death in the family, or a season of financial hardship made it hard to keep up. Or perhaps you started gig work, received a 1099 for the first time, and were surprised to discover that you owed more than expected. Whatever the reason, failing to file your taxes for several years is serious—but it is not the end of the road. The IRS would rather see you come back into compliance than continue avoiding the issue. The most important step is to begin. Kevin Cross has helped many people walk through this very situation, and his counsel is simple: don’t panic, don’t ignore it, and don’t assume it’s too late to get help. Start With the Current Year If you have not filed taxes in several years, your first instinct may be to go back to the earliest missed return and start there. But Kevin often recommends a different first step: filing the most recent tax year. The goal is to show the IRS that you are trying to come back into compliance. Filing the current year helps convey that this was not willful neglect but a season when something went wrong, and that…

People in this episode

Guest: Kevin Cross

Topics covered

  • tax filing
  • financial hardship
  • IRS compliance
  • tax advice
  • personal finance

Keywords

  • taxes
  • filing taxes
  • financial advice
  • IRS compliance
  • tax returns

Mentioned in this episode

Organizations: IRS

More episodes of Programs And Podcasts

Explore listener stats, chart rankings, contacts and more on the Programs And Podcasts podcast page.